1,2-Cyclohexanedione
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Preferred IUPAC name Cyclohexane-1,2-dione | |
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ECHA InfoCard | 100.011.050 ![]() |
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InChI
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Properties | |
Chemical formula | C6H8O2 |
Molar mass | 112.128 g·mol−1 |
Appearance | white, waxy solid |
Density | 1.1305 g/cm3 |
Melting point | 40 °C |
Boiling point | 194 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
1,2-Cyclohexanedione is an organic compound with the formula (CH2)4(CO)2. It is one of three isomeric cyclohexanediones. It is a colorless compound that is soluble in a variety of organic solvents. It can be prepared by oxidation of cyclohexanone by selenium dioxide.[1] The enol is about 1 kcal/mol more stable than the diketo form.[2]
Numerous diimine and dioxime ligands have been prepared from this diketone.[1] It also condenses with 1,2-diamines to give diaza heterocycles.
References
- ^ a b Hach, Clifford C.; Banks, Charles V.; Diehl, Harvey (1952). "1,2-Cyclohexanedione Dioxime". Org. Synth. 32: 35. doi:10.15227/orgsyn.032.0035.
- ^ Jana, Kalyanashis; Ganguly, Bishwajit (2018). "DFT Study to Explore the Importance of Ring Size and Effect of Solvents on the Keto–Enol Tautomerization Process of α- and β-Cyclodiones". ACS Omega. 3 (7): 8429–8439. doi:10.1021/acsomega.8b01008. PMC 6644555. PMID 31458971.